Epoxy resin composition, resin cured product, fiber-reinforced composite material, and production methods therefor

Abstract

The present invention provides an epoxy resin composition containing: an epoxy resin [A] that is a compound represented by Chemical formula (1) shown below: wherein R 1 to R 4 each independently represent one selected from the group consisting of a hydrogen atom, an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, and a halogen atom, and X represents one selected from —CH 2 —, —O—, —S—, —CO—, —C(═O)O—, —O—C(═O)—, —NHCO—, —CONH—, and —SO 2 —; a bifunctional epoxy resin [B] having an amine type glycidyl group; a curing agent [C] containing an aromatic polyamine, and having at least one substituent selected from an aliphatic substituent, an aromatic substituent, and a halogen atom at an ortho position with respect to an amino group; and a particulate rubber component [D].

1 . An epoxy resin composition comprising:
 an epoxy resin [A] that is a compound represented by Chemical formula (1) shown below:   
       
         
           
           
               
               
           
         
         wherein R 1  to R 4  each independently represent one selected from the group consisting of a hydrogen atom, an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, and a halogen atom, and X represents one selected from —CH 2 —, —O—, —S—, —CO—, —C(═O)O—, —O—C(═O)—, —NHCO—, —CONH—, and —SO 2 —; 
         a bifunctional epoxy resin [B] having an amine type glycidyl group; 
         a curing agent [C] containing an aromatic polyamine, and having at least one substituent selected from an aliphatic substituent, an aromatic substituent, and a halogen atom at an ortho position with respect to an amino group; and 
         a particulate rubber component [D]. 
       
     
     
         2 . The epoxy resin composition according to  claim 1 , comprising an epoxy resin [E] containing a triglycidylaminophenol derivative. 
     
     
         3 . The epoxy resin composition according to  claim 1 , wherein the bifunctional epoxy resin [B] is diglycidyl aniline or diglycidyl-o-toluidine. 
     
     
         4 . The epoxy resin composition according to  claim 1 , wherein the curing agent [C] is a 4,4′-diaminodiphenyl methane derivative and/or a phenylenediamine derivative. 
     
     
         5 . The epoxy resin composition according to  claim 1 , wherein the particulate rubber component [D] has an average particle size of 1.0 μm or less. 
     
     
         6 . The epoxy resin composition according to  claim 2 , wherein the epoxy resin [E] is triglycidyl-p-aminophenol or triglycidyl-m-aminophenol. 
     
     
         7 . The epoxy resin composition according to  claim 1 , wherein a percentage content of the bifunctional epoxy resin [B] in all epoxy resins is 5 to 40 mass %. 
     
     
         8 . The epoxy resin composition according to  claim 1 , wherein the epoxy resin [A] is tetraglycidyl-3,4′-diaminodiphenyl ether. 
     
     
         9 . A cured resin that is a cured product of the epoxy resin composition according to  claim 1 . 
     
     
         10 . A fiber-reinforced composite material comprising:
 the cured resin according to  claim 9 , the cured resin being the cured product of the epoxy resin composition; and   a fiber-reinforced material.   
     
     
         11 . The fiber-reinforced composite material according to  claim 10 , wherein the fiber-reinforced material is a carbon fiber-reinforced material. 
     
     
         12 . A method for producing a fiber-reinforced composite material, the method comprising forming a fiber-reinforced material and the epoxy resin composition according to  claim 1  into a composite, and curing the epoxy resin composition. 
     
     
         13 . A method for producing a fiber-reinforced composite material, the method comprising a step of impregnating a fiber-reinforced material placed in a mold with the epoxy resin composition according to  claim 1 , and then thermally curing the epoxy resin composition. 
     
     
         14 . The epoxy resin composition according to  claim 2 , wherein the bifunctional epoxy resin [B] is diglycidyl aniline or diglycidyl-o-toluidine.